# Regional Sales Manager, Broker Sales (Tampa) at Sidecarhealth

- Company: Sidecarhealth
- What the company does: Get flexible, affordable health insurance with Sidecar Health. Choose your provider, see costs upfront, and save on care with our innovative approach. Backed by Menlo.
- Company website: https://sidecarhealth.com/
- Type: Startups
- Level: Senior
- Location: Remote
- Work setup: Remote
- Posted: 2026-10-23
- Apply by: 2026-12-07
- Apply: https://job-boards.greenhouse.io/sidecarhealth/jobs/6233384004?utm_source=1752vc&utm_medium=careers
- Page: https://www.1752.vc/careers/jobs/sidecarhealth-regional-sales-manager-broker-sales-tampa/

## About the role

Sidecar Health is looking for a Regional Sales Manager based in Tampa, FL to own broker relationships across a territory spanning Tampa to Naples and Lakeland. This is a channel sales role — your job is to be so embedded in the local broker community that Sidecar is the first call brokers make when a client is frustrated with their legacy insurance bill or heading into renewal. You won't knock on employer doors; you'll build the trust with brokers and consultants that makes the business come to you. Found on 1752vc Careers, the job board for startup and VC roles.

## What they're looking for

- Established broker and consultant relationships in the Tampa Bay market that you could activate this week, not someday
- 5 or more years in group benefits channel sales — carrier, GA, or TPA side — with a track record built on trust rather than transaction volume
- Deep fluency in self-funded or level-funded plan design and the ability to explain why legacy insurance leaves money on the table for employers and their employees
- A relationship-first sales style: brokers call you with problems, you don't have to chase them for meetings
- Active Florida Life and Health license

Tags: Sales

Source: 1752vc Careers, https://www.1752.vc/careers/jobs/sidecarhealth-regional-sales-manager-broker-sales-tampa/